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Chapter 7: Q38P (page 315)

What reagents would you use for the following synthesis?

a. (Z)-3-hexene from 3-hexyne

b. (E)-3-hexene from 3-hexyne

c. hexane from 3-hexyne

Short Answer

Expert verified

a.H2/ Lindlar catalyst

b. Na, NH3 (liq), -78藲C

c.Excess H2, Pd/ C

Step by step solution

01

Step 1:

3-hexyne undergoes hydrogenation in presence of Lindlar鈥檚 catalystto form (Z)-3-hexene.

02

Step 2

3-hexyne reacts with Na, NH3(liq) at -78藲C to form (Z)-3-hexene.

03

Step 3:

3-hexyne reacts with excess H2 in presence of Pd/ C to form (Z)-3-hexene.

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Most popular questions from this chapter

Draw the condensed and skeletal structures for each of the following:

a. 1-chloro-3-hexyne

b. cyclooctyne

c. isopropylacetylene

d. sec-butylisobutylacetylene

e. 4,4-dimethyl-1-pentyne

f. dimethylacetylene

Which alkyne would be the best one to use for the synthesis of each of the following ketones?

Which of the following pairs are keto鈥揺nol tautomers?

Explain why sodium amide cannot be used to form a carbanion from an alkane in a reaction that favors products.

a. Starting with 3-methyl-1-butyne, how can you prepare the following alcohols?

1. 2-methyl-2-butanol

2. 3-methyl-1-butanol

b. In each case, a second alcohol would also be obtained. What alcohol would it be?
See all solutions

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